WO2004100903A1 - Preparation cosmetique a base d'huile - Google Patents

Preparation cosmetique a base d'huile Download PDF

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Publication number
WO2004100903A1
WO2004100903A1 PCT/JP2004/006788 JP2004006788W WO2004100903A1 WO 2004100903 A1 WO2004100903 A1 WO 2004100903A1 JP 2004006788 W JP2004006788 W JP 2004006788W WO 2004100903 A1 WO2004100903 A1 WO 2004100903A1
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WO
WIPO (PCT)
Prior art keywords
component
acid
fatty acid
oily
ditrimethylolpropane
Prior art date
Application number
PCT/JP2004/006788
Other languages
English (en)
Japanese (ja)
Inventor
Naoki Gotou
Taro Ehara
Takahiro Mori
Original Assignee
The Nisshin Oillio Group, Ltd.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by The Nisshin Oillio Group, Ltd. filed Critical The Nisshin Oillio Group, Ltd.
Priority to JP2005506239A priority Critical patent/JP4377878B2/ja
Priority to KR1020057021503A priority patent/KR101084410B1/ko
Priority to EP04732771A priority patent/EP1645265A4/fr
Publication of WO2004100903A1 publication Critical patent/WO2004100903A1/fr
Priority to US11/264,583 priority patent/US7413745B2/en

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/001—Preparations for care of the lips
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/85—Polyesters
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A61Q1/10—Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
    • A61Q1/06—Lipsticks

Definitions

  • the present invention relates to an oil-based cosmetic, and more particularly, to an oil-based cosmetic which has good usability, is excellent in gloss and moisture of a decorative film, and has good shape retention.
  • oil-based cosmetics Conventionally, in the preparation of oil-based cosmetics, the selection and mixing amount of oil-based gelling agents, solid oils, semi-solid oils, liquid oils, etc. have to be changed in order to obtain various sensory and cosmetic effects. Considerations have been made.
  • solid oily cosmetics such as lipstick paste foundation
  • solid oils such as ceresin wax and candelillax are blended to maintain the shape while maintaining the usability, make-up, and make-up. Adjusting the film thickness etc.
  • a gelling agent such as dextrin fatty acid ester or caffeic anhydride can improve usability, cosmetic durability and cosmetic film. Etc. are being adjusted.
  • diacid is blended as an essential component, it has excellent usability without stickiness and storage stability, but is not always satisfactory when high gloss is required.
  • Oil bases include esters with condensates of polyols having properties similar to human surface lipids and neopentyl alcohol esters (see, for example, JP-B-53-46890 and JP-B-59-29055).
  • these oil-based bases are full ester types in which no hydroxyl groups remain, and cannot be efficiently solidified by a gelling agent, or have a weak hydration property, resulting in a moist feeling. There was a problem that it was not possible. Disclosure of the invention
  • the present invention provides an oil-based cosmetic comprising the following components (a), (b) and (c), wherein the component (c) has a hydroxyl value (OHV) of 10 to 150.
  • OCV hydroxyl value
  • ⁇ :.. 4 represents a hydrogen atom or a fatty acid residue independently provided that at least one of R I ⁇ R 4 represents a fatty acid residue
  • the polycondensate of an acid with a fatty acid refers to a polycondensate of ditrimethylolpropane with a polycarboxylic acid and a polycondensate obtained by an esterification reaction with a fatty acid.
  • the present invention comprises the components (a), (b) and (c), wherein the oily gelling agent of the component (a) is paraffin wax, ceresin wax, microcriss phosphorus wax, Fischer-Tropsch wax , Polyethylene wax, power It is intended to provide one or more oil-based cosmetics selected from the group consisting of lunaba wax and candelilla wax.
  • the oily gelling agent of the component (a) is paraffin wax, ceresin wax, microcriss phosphorus wax, Fischer-Tropsch wax , Polyethylene wax, power It is intended to provide one or more oil-based cosmetics selected from the group consisting of lunaba wax and candelilla wax.
  • the present invention comprises the components (a), (b) and (c), wherein the oily gelling agent of the component (a) is 12-hydroxystearic acid, dextrin fatty acid ester, One or more oil-based cosmetics selected from the group consisting of sugar fatty acid esters, metal stones, citric anhydride, glyceryl (behenate z eicosantioic acid), and organically modified clay minerals It is.
  • the oily gelling agent of the component (a) is 12-hydroxystearic acid, dextrin fatty acid ester
  • One or more oil-based cosmetics selected from the group consisting of sugar fatty acid esters, metal stones, citric anhydride, glyceryl (behenate z eicosantioic acid), and organically modified clay minerals It is.
  • the oily gelling agent of the component (a) used in the present invention is not particularly limited as long as it can be used in cosmetics and can solidify or gel the oily component.
  • an oil-based gelling agent which is solid at room temperature.
  • paraffin wax, ceresin wax, micro-crispy wax, Fischer-Tropsch wax, polyethylene wax It is particularly preferable to use one or more selected from carnauba wax and candelilla wax. This is because these waxes can sufficiently exhibit a solidifying function as a wax in the product of the present invention, and sufficient shape retention can be obtained with a small amount of addition. Examples of these commercially available products include Refined Carnaubax No.
  • pastes such as liquid rouge liquid eyeshadow include 12-hydroxystearic acid, dextrin fatty acid ester, sucrose fatty acid ester, metal stone, caustic anhydride, ( ⁇ henic acid / eicosan) Diacid) It is preferable to use one or more selected from glyceryl, organically modified clay minerals, and the like.
  • (behenic acid / eicosane diacid) glyceryl is an oligomeric ester of behenic acid and eicosaninic acid with glycerin, and commercially available products include NOMCOAT HK-G (manufactured by Nisshin Oillio). Can be
  • the effect as a gelling agent can be sufficiently exerted, and a sufficient gel can be obtained with a small amount of addition, so that oil-based cosmetics having good usability and excellent gloss of a cosmetic film are obtained. Can be provided.
  • 12-Hydroxystearic acid is a fatty acid having a hydroxyl group, and can be obtained, for example, by hydrogenating ricinoleic acid obtained from castor oil.
  • the dextrin fatty acid ester is an oil-soluble, straight- or branched-chain saturated or unsaturated fatty acid having 8 to 24 (preferably 14 to 18) carbon atoms and an average degree of polymerization of 10 to 50 (preferably 20 to 20). 30) is an ester compound with dextrin.
  • dextrin palmitate for example, Leopal KL and Leopal TL manufactured by Chiba Milling Co., Ltd.
  • dextrin palmitate / 2-ethylhexanoate for example, Leopard TT manufactured by Chiba Milling Co., Ltd.
  • sucrose fatty acid ester any sucrose fatty acid ester that is usually used in cosmetics can be used.
  • fatty acids such as palmitic acid, stearic acid, behenic acid, oleic acid, and radilic acid are used. Esters are preferred.
  • Examples of metal stones include aluminum isostearate, aluminum stearate, and calcium stearate.
  • Examples of organically modified clay minerals include those obtained by treating a water-swellable clay mineral with a quaternary ammonium salt. Examples include organically modified bentonite "Benton 38" and “Penton 27" (both manufactured by NL Industries).
  • any of the silicic anhydrides that are generally used in cosmetics, such as mist-like, porous, nonporous, and spherical, can be used.
  • the fume-like silicic acid anhydride include fume-like silicic anhydride obtained by hydrolyzing silicon tetrachloride in hydrogen and an oxygen flame.
  • Examples of commercially available products include Nippon Aerosil Co., Ltd. AEROSIL 5 ⁇ , AEROSIL 130, AEROSIL 200, AEROSIL 200 V, AEROSIL 200 CF, AEROSIL 200 FAD, AEROSIL 300, CF AEROSIL 300, etc. No.
  • the primary particle size of these fume-like silicic anhydrides is preferably 50 nm or less, particularly preferably 20 nm or less.
  • hydrophobized fume-like silicic acid obtained by subjecting the above-mentioned fume-like silicic anhydride to a hydrophobization treatment may be used.
  • a method of the hydrophobization treatment trimethylchlorosilane is used. Trimethylsiloxy treatment with hexanemethylhexylsilazane, octylsilanization treatment, coating baking treatment using methylhydridoenepolysiloxane, coating with metal stone, and the like.
  • Examples of commercially available hydrophobized fume-like anhydrous silicic acid include AEROSIL R—972, AEROSIL R—972 V, AEROSIL R—972 CF, and AEROSIL R—977 manufactured by Nippon AEROSIL. 4, AEROSIL R—9776 S, AEROSIL RX 200, AEROSIL RY 200, AEROSIL R—202, AEROSIL; R—805, AEROSIL R—812, AEROSIL RX 200 And AEROSIL RA200H, TARANOX 500 manufactured by Talco, and CABOSIL TS-530 manufactured by CABOTO.
  • oily gelling agents of the above component (a) can be used as needed.
  • the amount of component (a) in the oil-based cosmetic of the present invention varies depending on the components used, the desired properties, the shape of the cosmetic, the dosage form, etc., but 0.5 to 30% by mass of the total amount of the oil-based cosmetic. It is preferably, and particularly preferably, 1 to 20% by mass. Within this range, it is possible to obtain a cosmetic film having good shape retention and usability while maintaining good cosmetic durability and cosmetic durability.
  • the oily component (b) used in the present invention is usually used in cosmetics.
  • Oils can be used without any restrictions, regardless of the origin of animal oils, vegetable oils, synthetic oils, etc., and properties of semi-solid oils, liquid oils, volatile oils, etc., hydrocarbons, oils and fats, Waxes, hardened oils, ester oils, fatty acids, higher alcohols, silicone oils, fluorine-based oils, lanolin derivatives and the like can be used.
  • hydrocarbons such as liquid paraffin, heavy liquid isoparaffin, hypoolefin oligomer, squalane, vaseline, polyisobutylene, polybutene, montan wax, etc., olive oil, castor oil, jojoba oil, mink oil, Oil flavors such as potash demianna oil, waxes such as beeswax, candelilla wax, gay wax, etc., mokuro, isooctyl cetyl citrate, isopropyl myristate, isopropyl noremitate, octyl dodecyl myristate, polyglyceryl diisostearate, triisostearic acid Polyglyceryl, diglyceryl triisostearate, polyglyceryl tetraisostearate, diglyceryl tetraisostearate, glyceryl trioctanoate, diisostearyl malate, dioctane Neopenty
  • -Fluoro oils such as fluorodecane, perfluorooctane, perfluoropolyether, etc., lanolin, liquid lanolin, lanolin acetate, lanolin acetate liquid, lanolin fatty acid isopropyl, lanolin derivatives such as lanolin alcohol, etc.
  • the component (b) of the present invention does not include the component (c) described below.
  • the blending amount of the component (b) in the oily cosmetic of the present invention is not particularly limited, but is preferably 1 to 95% by mass, and particularly preferably 3 to 70% by mass based on the total amount of the oily cosmetic. Within this range, it is possible to obtain a cosmetic film having excellent shape retention and good durability while having excellent shape retention and usability.
  • the mass ratio ((a) / (b)) of the components (a) and (b) is preferably 1 / 199-9Z1 (mass ratio), and particularly preferably 1 / 99-9 / 1. preferable. When the content is within this range, it is possible to obtain a product having excellent shape retention and usability, as well as a long lasting makeup.
  • the component (c) in the oily cosmetic of the present invention is an ester compound represented by the following general formula (I), which is a reaction product of ditrimethylolpropane and a fatty acid, and a polycondensate of ditrimethylolpropane and a polycarboxylic acid.
  • a polycondensate of an ester compound represented by the following general formula (I) with a polyvalent carboxylic acid, a polycondensate of ditrimethylolpropane with a polyvalent carboxylic acid and a polycondensate of i-fatty acid, and With ditrimethylolpropane One or more selected from the group consisting of polycondensates of fatty acids and polycarboxylic acids.
  • ⁇ ⁇ represents a hydrogen atom or a fatty acid residue independently. Proviso that at least one of R i ⁇ R 4 represents a fatty acid residue.
  • fatty acid for forming the component (c) a straight-chain or branched-chain fatty acid having 5 to 28 carbon atoms is preferable, and a branched-chain fatty acid is particularly preferable.
  • branched fatty acids include, for example, vivalic acid, isoheptanoic acid, 4-ethylpentanoic acid, isooctylic acid, 2-ethylhexanoic acid, 4,5-dimethylhexanoic acid, and 4-pyruptylpentanoic acid.
  • fatty acids having 8 to 18 carbon atoms particularly isooctylic acid (more preferably, 2-ethylhexanoic acid and 4,5-dimethylhexanoic acid), isononanoic acid (more preferably, 2-ethylheptanoic acid, 3,5,5-trimethylhexanoic acid), isopalmitic acid, isotridecanoic acid, isostearic acid (more preferably, methyl-branched isostearic acid, 2-heptinoledecanoic acid, 2-isoheptyl isopendecanoic acid Preferred are branched saturated fatty acids having 8 to 18 carbon atoms, such as
  • Straight-chain fatty acids are straight-chain fatty acids having 6 to 28 carbon atoms, such as carburonic acid, caprylic acid, octylic acid, nonylic acid, decanoic acid, dodecanoic acid, lauric acid, tridecanoic acid, myristinic acid, Straight-chain saturated fatty acids such as palmitic acid, stearic acid, and behenic acid, as well as hydrproleic acid, pendecilenic acid, myristoleic acid, normitoleic acid, oleic acid, elaidic acid, gondoyic acid, erlic acid, and brassic acid And one or more of these may be used.
  • the ester compound of the component (c) of the present invention comprises one or more mono, di, tri, or tetra ester compounds.
  • the polyvalent carboxylic acid used in the present invention for preparing the polycondensate of the component (c) Preferred are dibasic carboxylic acids having 2 to 10 carbon atoms, such as succinic acid, adipic acid, azelaic acid and sebacic acid. One or more of these can be used.
  • Component (c) of the present invention preferably has a hydroxyl value (OHV) (hereinafter simply referred to as rOHVj) of from 10 to 150, more preferably from 30 to; and more preferably from 50. Those having 0 to 10 ° are most preferred. When the OHV is in such a range, the compatibility with other oily components is further improved, and the effect of easily obtaining a moist feeling can be exerted because the water hydration is increased.
  • OHV is a value obtained by a cosmetic primordium general test method hydroxyl value measurement method.
  • the component (c) of the present invention is preferably liquid at room temperature, and preferably has a viscosity (25 ° C.) of 100 to 300 OmPa ⁇ s.
  • the component (c) of the present invention is prepared, for example, by adding 1.5 to 3.5 equivalents of a fatty acid and Z or a polyvalent carboxylic acid to 1 equivalent of ditrimethylolpropane without using a catalyst or a catalyst (for example, tin chloride). Esterification and Z or dehydration condensation are carried out at 180 to 240 ° C. below. After the completion of the reaction, the reaction mixture can be subjected to a catalyst removal treatment by subjecting it to an adsorption treatment or the like, and a low molecular weight component such as unreacted raw materials can be removed by distillation or the like to obtain a final product. .
  • the amount of the component (c) is not particularly limited and can be determined in consideration of the usability, moldability, shape retention, etc., but is preferably 1 to 90% by mass of the total amount of the oily cosmetic, and more preferably 5% by mass. It is preferably from 70 to 70% by mass, more preferably from 5 to 50% by mass. Within this range, satisfactory ones can be obtained in terms of usability and a sense of moisture of the cosmetic film.
  • the component (c) contains at least 20% by mass of an ester compound represented by the general formula (I) and / or a polycondensate of ditrimethylolpropane, a fatty acid and a polycarboxylic acid. Preferably, it contains 90% by mass or less of a single or both in total, and more preferably 70% by mass or less. No.
  • the oil-based cosmetic of the present invention may contain, in addition to the above-mentioned essential components, various components other than the above-mentioned essential components, for example, powders, surfactants, and ultraviolet absorbers, as long as the effects of the present invention are not impaired.
  • An agent, a humectant, an aqueous component, a film-forming agent, an anti-fading agent, an antioxidant, an antifoaming agent, a cosmetic component, a preservative, a fragrance, and the like can be appropriately compounded to impart various effects.
  • powder is added for the purpose of improving usability or toning, and has a spherical, plate-like, needle-like, etc., fume-like, fine particle, pigment grade, etc., or porous, non-porous material.
  • inorganic powders glittering powders, organic powders, pigment powders, metal powders, composite powders, and the like can be used.
  • Specific powders include white inorganic pigments such as titanium oxide, zinc oxide, cerium oxide, barium sulfate, etc., and colored inorganic pigments such as iron oxide, carbon black, chromium oxide, chromium hydroxide, navy blue, ultramarine blue, etc.
  • Red No. 202 Red No. 205 No.2, Red No.226, Red No.228, Orange No.203, Orange No.204, Blue No.404, Yellow No.401, etc.
  • Organic pigment powder Red No.3, Red No. 104, Red No. 106, Orange No. 205, Yellow No. 4, Yellow No. 5, Color Recording No. 3, Blue No. 1 and other organic pigment powders such as zirconium, barium or aluminum lake
  • metal powders such as aluminum powder, gold powder, and silver powder, fine titanium oxide-coated mica titanium, fine zinc oxide-coated mica titanium, barium sulfate-coated mica titanium, titanium oxide-containing silicon dioxide, and zinc oxide-containing silicon dioxide And the like.
  • These powders can be used alone or in combination of two or more types. Further, composite powders may be used. These powders include fluorine compounds, silicone compounds, metal stones, lecithin, hydrogenated lecithin, collagen, hydrocarbons, higher fatty acids, higher alcohols, esters, waxes, waxes, surfactants, etc. Surface treatment may be performed by using one or more species.
  • the surfactant is not particularly limited as long as it is a surfactant generally used in cosmetics, and nonionic surfactants, anionic surfactants, cationic surfactants, amphoteric surfactants, and the like are used.
  • the ultraviolet absorber for example, benzophenone-based, PABA-based, caesic acid-based, salicylic acid-based ultraviolet absorbers, 4-tert-butyl-14'-methoxydibenzoylmethane, oxybenzone, etc.
  • the humectant include proteins, mucopolysaccharides, collagen, elastin, ke, and latin.
  • the aqueous component may be water or any component soluble in water.
  • glycols such as propylene glycol, 1,3-butylene glycol, dipropylene glycol, and polyethylene glycol
  • Glycerols such as glycerin, diglycerin, polyglycerin, aloe vera, witches, hamamelis , Cucumber, lemon, lavender, rose and other plant extracts.
  • Antioxidants include, for example, tocopherols, ascorbic acid, etc., cosmetics, for example, vitamins, anti-inflammatory agents, crude drugs, etc., and preservatives, for example, paraoxybenzoic acid esters, And so on.
  • the oily cosmetic of the present invention can be made into various shapes and product forms according to the purpose.Examples of the shape include solid (for example, stick-like, dish-like, etc.), paste, and liquid.
  • Product forms include lipstick, lip darros, lip balm, foundation, lipstick, eye color, eyeliner, mascara, sunscreen lipstick, oil cleansing, and the like.
  • the production method of these cosmetics is not limited at all, and can be adjusted by a usual method.
  • the reaction was carried out at 240 ° C for 19 hours. After completion of the reaction, the mixture was decolorized using activated clay and deodorized by a conventional method to obtain 42 lg of an ester compound of ditrimethylolpropane and 2-ethylhexanoic acid. The OHV of this ester compound was 89.
  • Ditrimethylolpropane (manufactured by Koei Chemical Co., Ltd .: ditrimethylolpropane) 185 g (0.7 mol) and 2-ethylhexanoic acid (manufactured by Chisso Corporation: octylic acid) 415 g (2.9 mol) were mixed with a stirrer, a thermometer, Charge into a 1-L four-necked flask equipped with a nitrogen gas injection tube and a water separation tube, and add, as a refluxing solvent, xyl alcohol together in an amount of 5% by mass of the total charged amount. The reaction was carried out at 240 ° C for 30 hours.
  • the mixture was decolorized using activated clay and deodorized by a conventional method to obtain 390 g of a tetraester compound of ditrimethylolpropane and 2-ethylhexanoic acid (the following general formula (II)).
  • the OHV of this tetraester compound was 1.
  • R 5 to R 8 all represent 2-ethylhexanoic acid residue
  • Sticky lipsticks having the formulation shown in Table 1 were produced, and for each of the obtained sticky lipsticks, sensory evaluation was used to evaluate the usability, the appearance of the makeup film, and the feeling of moisture.
  • the lipstick was set at a high temperature, and the shape retention was evaluated.
  • Aerosil R-976S Natural Aerosil
  • step C Add component 25 to the mixture obtained in step B, heat, degas, pour into a mold, fill, cool, and mold.
  • the stick-like lipstick of the present invention was excellent in shape-retaining property, and also good in usability at the time of application, goodness of a cosmetic film, and good moisture.
  • Comparative Example 1 in which the component (c), which is a component of the present invention, was not blended, no satisfactory satisfaction was obtained in terms of moist feeling and shape retention.
  • Comparative Example 2 the shape retention was poor. Although it was a little expensive, satisfactory results were not obtained in other items.
  • Comparative Example 3 in which heavy liquid isoparaffin was used in a large amount in place of the component (c), which is a component of the present invention the usability was particularly high. Was not obtained.
  • Comparative Example 4 In Comparative Example 4 in which heavy liquid isoparaffin was used in place of the component (c) which is a component of the present invention, and dextrin fatty acid ester and silica were used in combination as an oily gelling agent, particularly, usability and cosmetic film were used.
  • Comparative Example 5 In Comparative Example 5 in which the tetraester compound of Comparative Production Example 1 was used in place of the component (c), which is a constituent component of the present invention, no satisfactory cosmetics were obtained. Satisfactory results were not obtained with the feeling of moisture and moisture.
  • UV absorber oxybenzone
  • Aerosil R-976S Natural Aerosil
  • step B Fill the mixture obtained in step A into a product.
  • the paste-like lipstick obtained in this example had smooth usability, was excellent in gloss and moisture of the decorative film, had no waste liquid, and had good shape retention.
  • the tetraester compound of Comparative Production Example 1 was used in place of the ester compound of Production Example 2 of Component 5, the cosmetic film was inferior in terms of luster and moisture.
  • Example 9 Eye gross ( ⁇ ist shape)
  • UV absorber para-methoxy cinnamate 2-0.1
  • Ingredients 1 to 11 are uniformly mixed by heating.
  • step B Fill the mixture obtained in step A into a product.
  • the eye gloss obtained in this example had smooth usability, was excellent in gloss and moisture of the decorative film, and had good shape retention without waste liquid or separation.
  • step B The mixture obtained in step A is filled and molded to produce a product.
  • the lip cream obtained in this example had a smooth usability, an excellent moist feeling, and a good shape retention.
  • the oil-based cosmetic of the present invention has smooth elongation of usability, is excellent in the appearance and moisture of a decorative film, and has good shape retention.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
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Abstract

La présente invention a trait à une préparation cosmétique à base d'huile comportant (a) un gélifiant compatible avec l'huile, (b) un ingrédient huileux, et (c) un ou des éléments choisis parmi le groupe constitué de composés d'esters représentés par la formule générale (I) qui sont des produits de la réaction de ditriméthylolpropane avec un acide gras, de polycondensats de ditriméthylolpropane avec un acide polycarboxylique, de polycondensats d'un composé d'esters de formule générale (I) avec un acide polycarboxylique, de polycondensats d'un acide gras avec un polycondensat de ditriméthylolpropane avec un acide polycarboxylique, et de polycondensats de ditriméthylolpropane avec un acide gras et un acide polycarboxylique, dans lequel l'ingrédient (c) présente une valeur hydroxyle de 10 à 150. Cette préparation cosmétique à base d'huile présente une excellent aptitude à l'application et fournit un film cosmétique d'un excellent brillant, est non gras et possède un maintien de forme satisfaisant.
PCT/JP2004/006788 2003-05-13 2004-05-13 Preparation cosmetique a base d'huile WO2004100903A1 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
JP2005506239A JP4377878B2 (ja) 2003-05-13 2004-05-13 油性化粧料
KR1020057021503A KR101084410B1 (ko) 2003-05-13 2004-05-13 유성 화장료
EP04732771A EP1645265A4 (fr) 2003-05-13 2004-05-13 Preparation cosmetique a base d'huile
US11/264,583 US7413745B2 (en) 2003-05-13 2005-11-02 Oil-based cosmetic preparation

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JP2003135179 2003-05-13

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EP (1) EP1645265A4 (fr)
JP (1) JP4377878B2 (fr)
KR (1) KR101084410B1 (fr)
CN (1) CN100427060C (fr)
WO (1) WO2004100903A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006219486A (ja) * 2005-01-14 2006-08-24 Kose Corp 口唇化粧料

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN100427059C (zh) * 2003-05-13 2008-10-22 日清奥利友集团株式会社 水包油型乳化化妆材料
KR100740465B1 (ko) * 2005-09-27 2007-07-19 도아 가세이 가부시키가이샤 복합 왁스 및 이것을 포함하는 유성화장료
US8236333B2 (en) * 2005-10-19 2012-08-07 Unirem, Inc. Active agent delivery and/or odor retentive composition and methods of use thereof
JP4664991B2 (ja) * 2006-07-28 2011-04-06 日清オイリオグループ株式会社 エステル化反応生成物、該生成物を含有するゲル化剤およびこれらを含有する化粧料
US8333955B2 (en) * 2007-03-19 2012-12-18 Elc Management Llc High shine, stick-shaped cosmetic products
DE102007040153A1 (de) * 2007-08-24 2009-02-26 Dürr Systems GmbH Verfahren und Vorrichtung zum Abscheiden von Overspray eines flüssigen Beschichtungsmaterials
FR2924607B1 (fr) * 2007-12-10 2009-12-18 Chanel Parfums Beaute Composition cosmetique renfermant un gel anhydre et un ester de glyceryle
KR101604506B1 (ko) * 2008-09-12 2016-03-17 닛신 오일리오그룹 가부시키가이샤 투명 겔 화장료 및 겔화제
US20110171152A1 (en) * 2010-01-11 2011-07-14 Tabakman Tatyana R High Shine, Stick-Shaped Cosmetic Products
JP5616094B2 (ja) * 2010-03-31 2014-10-29 株式会社コーセー 油性アイライナー化粧料
CN102716047B (zh) * 2012-07-05 2013-06-05 张燕梅 茉莉口红及其制作方法
CN105434198B (zh) * 2015-12-28 2018-06-19 佛山市雅丽诗化妆品股份有限公司 一种油性啫喱的生产工艺
KR102415538B1 (ko) * 2016-04-28 2022-07-01 가부시키가이샤 시세이도 수중 유형 유화 화장료
SE540729C2 (en) * 2016-05-03 2018-10-23 Perstorp Ab A method and equipment for producing an ester
WO2019139649A2 (fr) 2017-09-25 2019-07-18 Northeastern University Compositions biologiquement inspirées qui permettent des compositions à changement de couleur visible par infrarouge
US11464719B2 (en) * 2017-09-25 2022-10-11 Northeastern University Cosmetic and dermatological compositions
CN112791013B (zh) * 2021-01-19 2022-10-11 花安堂生物科技集团有限公司 眼影膏及其制备方法

Citations (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS51118843A (en) * 1975-04-05 1976-10-19 Nisshin Oil Mills Ltd:The A cosmetic
JPS5248613A (en) * 1975-10-17 1977-04-18 Nisshin Oil Mills Ltd:The Process for preparation of wax-like materials
JPS52131513A (en) * 1976-04-27 1977-11-04 Nisshin Oil Mills Ltd:The Neopentyl alcoholesters and cosmetics containing same
JPS54109917A (en) * 1978-02-14 1979-08-29 Nisshin Oil Mills Ltd:The Esterification product and cosmetics containing it
JPS5632407A (en) * 1979-07-25 1981-04-01 Shiseido Co Ltd Cosmetic
US4389346A (en) 1980-02-18 1983-06-21 The Nisshin Oil Mills, Limited Esterification reaction products and cosmetics containing same
JPS6479106A (en) * 1987-06-05 1989-03-24 Kobayashi Kose Co Oily make-up cosmetic
JPH05178734A (ja) * 1991-12-27 1993-07-20 Kose Corp 固型状油中水型乳化化粧料
JPH09235210A (ja) 1996-02-29 1997-09-09 Shiseido Co Ltd 固形化粧料
JPH10510284A (ja) * 1994-12-12 1998-10-06 ヘンケル・コマンディットゲゼルシャフト・アウフ・アクチエン 高オレイン酸低ステアリン酸植物油からの脂肪酸混合物とアルコールの合成エステル
JPH11255616A (ja) 1998-03-10 1999-09-21 Nippon Shikizai Inc 固形化粧料
JPH11343223A (ja) * 1998-05-27 1999-12-14 Henkel Japan Ltd 皮膚化粧料
JP2000229816A (ja) 1999-02-08 2000-08-22 Kanebo Ltd 非固形非水系油性化粧料
JP2001192559A (ja) * 1999-11-30 2001-07-17 L'oreal Sa ワックスを含有する化粧品組成物
JP2002154916A (ja) * 2000-11-22 2002-05-28 Tokiwa Corp 油性化粧料
JP2003063927A (ja) * 2001-08-29 2003-03-05 Noevir Co Ltd 非水系化粧料
WO2003082453A1 (fr) * 2002-03-28 2003-10-09 The Nisshin Oillio Group, Ltd. Dispersant de particules fines et cosmetiques, materiaux de revetement, encre, materiaux de stockage et lubrifiants, contenant lesdits elements

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5346890A (en) 1976-10-10 1978-04-26 Nat Jutaku Kenzai Device for packing with vinyl sheet
JPS5929055A (ja) 1982-08-10 1984-02-16 Sumitomo Heavy Ind Ltd 気水噴霧ノズル
JP3442101B2 (ja) * 1992-07-27 2003-09-02 日清オイリオ株式会社 ラノリン様合成油剤及びこれを配合してなる化粧品、外用剤
US6214329B1 (en) * 1999-06-07 2001-04-10 Revlon Consumer Products Corporation Mascara compositions and method for curling lashes
JP4124392B2 (ja) 1999-12-02 2008-07-23 株式会社資生堂 口紅用組成物

Patent Citations (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5346890B2 (fr) 1975-04-05 1978-12-16
JPS51118843A (en) * 1975-04-05 1976-10-19 Nisshin Oil Mills Ltd:The A cosmetic
JPS5248613A (en) * 1975-10-17 1977-04-18 Nisshin Oil Mills Ltd:The Process for preparation of wax-like materials
JPS52131513A (en) * 1976-04-27 1977-11-04 Nisshin Oil Mills Ltd:The Neopentyl alcoholesters and cosmetics containing same
JPS5929055B2 (ja) 1976-04-27 1984-07-18 日清製油株式会社 ネオペンチルアルコ−ルエステルおよびそれを含有する化粧料
JPS54109917A (en) * 1978-02-14 1979-08-29 Nisshin Oil Mills Ltd:The Esterification product and cosmetics containing it
JPS5632407A (en) * 1979-07-25 1981-04-01 Shiseido Co Ltd Cosmetic
US4389346A (en) 1980-02-18 1983-06-21 The Nisshin Oil Mills, Limited Esterification reaction products and cosmetics containing same
JPS6479106A (en) * 1987-06-05 1989-03-24 Kobayashi Kose Co Oily make-up cosmetic
JPH05178734A (ja) * 1991-12-27 1993-07-20 Kose Corp 固型状油中水型乳化化粧料
JPH10510284A (ja) * 1994-12-12 1998-10-06 ヘンケル・コマンディットゲゼルシャフト・アウフ・アクチエン 高オレイン酸低ステアリン酸植物油からの脂肪酸混合物とアルコールの合成エステル
JPH09235210A (ja) 1996-02-29 1997-09-09 Shiseido Co Ltd 固形化粧料
JPH11255616A (ja) 1998-03-10 1999-09-21 Nippon Shikizai Inc 固形化粧料
JPH11343223A (ja) * 1998-05-27 1999-12-14 Henkel Japan Ltd 皮膚化粧料
JP2000229816A (ja) 1999-02-08 2000-08-22 Kanebo Ltd 非固形非水系油性化粧料
JP2001192559A (ja) * 1999-11-30 2001-07-17 L'oreal Sa ワックスを含有する化粧品組成物
JP2002154916A (ja) * 2000-11-22 2002-05-28 Tokiwa Corp 油性化粧料
JP2003063927A (ja) * 2001-08-29 2003-03-05 Noevir Co Ltd 非水系化粧料
WO2003082453A1 (fr) * 2002-03-28 2003-10-09 The Nisshin Oillio Group, Ltd. Dispersant de particules fines et cosmetiques, materiaux de revetement, encre, materiaux de stockage et lubrifiants, contenant lesdits elements
US20050042181A1 (en) 2002-03-28 2005-02-24 The Nisshin Oillio Group, Ltd. Fine particle disperant and cosmetic, paint, ink, memorizing material and lubricant containing the dispersant

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP1645265A4

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006219486A (ja) * 2005-01-14 2006-08-24 Kose Corp 口唇化粧料

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US20060051307A1 (en) 2006-03-09
KR101084410B1 (ko) 2011-11-18
CN1787804A (zh) 2006-06-14
EP1645265A4 (fr) 2008-04-23
JPWO2004100903A1 (ja) 2006-07-13
KR20060009331A (ko) 2006-01-31
JP4377878B2 (ja) 2009-12-02
CN100427060C (zh) 2008-10-22
US7413745B2 (en) 2008-08-19
EP1645265A1 (fr) 2006-04-12

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